Sodium Carbonate → HCID 178501434, compound

HRID 1697550Notes

Reaction equation

HRID 1697550 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:11])[C@H:5]([CH2:7][CH:8]([CH3:10])[CH3:9])[NH2:6].[F:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1.C([O-])([O-])=O.[Na+].[Na+]>CO>[CH3:2][O:3][C:4](=[O:11])[C@@H:5](/[N:6]=[CH:17]/[C:16]1[CH:19]=[CH:20][C:13]([F:12])=[CH:14][CH:15]=1)[CH2:7][CH:8]([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 680234-FluorobenzaldehydeHCID 2723695Leucine methyl ester hydrochloride

Product 1

HCID 178501434HCID 178501434, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

L-Leucine methyl ester hydrochloride (3.65 g) was dissolved in methanol (35 mL) and 4-fluoro-benzaldehyde (2.65 mL) and Na2CO3 (4.0 g) were added. The mixture was stirred at ambient temperature for 3 days. After that, the mixture was filtrated, evaporated to dryness. The residue was dissolved in TBME. The precipitate was filtrated off. The TBME solution was evaporated to dryness to yield the title compound as a colorless oil (4.66 g; 92%). MS (ESI): m/z=252.3 [M+H]+.

Workup

  1. filtrationAfter that, the mixture was filtrated
  2. customevaporated to dryness
  3. dissolutionThe residue was dissolved in TBME
  4. filtrationThe precipitate was filtrated off
  5. customThe TBME solution was evaporated to dryness

Sources & evidence

ORD record
ord-4c5b8fe0f44248b6aa821f477fcc99b5
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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